Vacation rentals in Clearwater

4.88 out of 5 average rating, 129 reviews

3 BR/2B pool home WiFI and Brand new furnishings

Lots to Love about this centrally located Clearwater beauty. This pool home is 25 minutes from the Tampa airport and 15 minutes to famous Clearwater Beach and less than a half hour to downtown St. Pete, not to mention a 10 minute walk to Phillies spring training stadium and minutes by car to hundreds of Shoppes and Restaurants. Enjoy this spacious home with split bedroom plan and brand new furnishings. Sweet dreams on the Casper mattresses. Relax Poolside in the screened lania or by the firepit

Condo in Clearwater Beach

Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.

4.95 out of 5 average rating, 317 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

4.97 out of 5 average rating, 133 reviews

FL Gem! XL-Pool | Pickleball | B-Ball & More!

Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

4.98 out of 5 average rating, 168 reviews

Home in St. Petersburg

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

4.96 out of 5 average rating, 184 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

4.8 out of 5 average rating, 15 reviews

The living area showcases comfortable sofas adorned with blue cushions, positioned around a circular coffee table. A ceiling fan hangs overhead, while light streams in from a nearby window, illuminating the room's soft, neutral tones.

Bungalow in Dunedin

Home in Downtown Dunedin, 2b/1b+yard, near beaches

A stunning, updated 2-bedroom bungalow located in Delightful Dunedin! This is the perfect place to stay while enjoying our top-rated gulf beaches, bustling Main Street, Major League games, Pinellas Trail, and greater Tampa Bay. Centrally located, only 6 miles to Clearwater Beach, Honeymoon Island and Caladesi Island State Parks, one block from the Pinellas Trail, and only STEPS (400ft) to Main Street! *See house rules for bringing one dog, no exceptions, $30 per day for the pup.

A cozy outdoor area is enhanced by a fire pit surrounded by multiple seating options. The pool glows invitingly under the evening sky, with soft lighting strung above. A sun shade protects this relaxing space, creating an ideal setting for gatherings.

4.9 out of 5 average rating, 108 reviews

Watch the Sunrise at Sunrise! @ Clearwater home.

Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

Condo in Clearwater Beach

A cozy sitting area is featured on the private balcony, highlighted by a circular rattan chair adorned with soft cushions. Green plants provide a touch of nature, while water views and boats can be seen beyond the railing, enhancing the relaxing atmosphere.

4.99 out of 5 average rating, 139 reviews

Waterfront Condo | Steps to Clearwater Beach 2King

Wake up to stunning waterfront views in this luxurious 3BR/2BA intercoastal condo, just steps from Clearwater Beach! Watch dolphins from your private balcony, relax in the pool or hot tub, and enjoy a spacious kitchen perfect for family meals. Walk to white-sand beaches, 5-star dining, and local attractions, close to the action, yet peacefully tucked away. Modern decor, 1,650 sqft of comfort, and unforgettable sunsets await. Book your beach escape now! :)

4.98 out of 5 average rating, 53 reviews

Villa in Largo

10 Minutes to Beaches! Thyme (to Coast) House

Ready to create lasting memories? Book your Florida dream vacation today! Unwind and recharge at this perfect Florida getaway! Our charming rental is just minutes from the stunning beaches Pinellas County offers. Soak up the sun and crystal-clear waters, all within a 10-minute drive. Need to stay connected? We've got you covered with blazing-fast 1G Wi-Fi and a dedicated workstation, making it easy to balance work and play during your stay.

5 out of 5 average rating, 154 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

5 out of 5 average rating, 118 reviews

A modern living area features a large black leather sectional sofa adorned with decorative pillows, complemented by a polished coffee table. Above, a flat-screen TV is mounted on a light-colored wall. Art pieces showcase scenic landscapes, and natural light filters in through white-shuttered windows.

Villa in Safety Harbor

Villa Italia "Villas by Christine"

Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

4.93 out of 5 average rating, 273 reviews

Family/Group Getaway w/ Pool Near Clearwater Beach

Welcome to your perfect Clearwater getaway! This inviting 4-bedroom home is designed for families and groups looking to relax, reconnect, and enjoy everything the Gulf Coast has to offer — just 9 minutes from Clearwater Beach. With a private pool, oversized backyard, and cozy firepit lounge, this home makes it easy to unwind after sunny beach days.

Popular amenities for Clearwater vacation rentals

Self check-in

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Stay near Clearwater's top sights

Clearwater Beach

1,928 locals recommend

Clearwater Marine Aquarium

1,069 locals recommend

Pier 60

155 locals recommend

Caladesi Island State Park

200 locals recommend

Frenchy's Rockaway Grill

403 locals recommend

Sandpearl Resort

16 locals recommend

Clearwater beach vacation rentals

4.97 out of 5 average rating, 116 reviews

A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

Condo in Indian Shores

Relax in a Newly Renovated Beach Front Paradise

4.93 out of 5 average rating, 148 reviews

A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.

Condo in Indian Shores

"Jewel At The Shores" Gulf Front, sleeps 5

4.97 out of 5 average rating, 207 reviews

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

4.91 out of 5 average rating, 115 reviews

A clear view of a turquoise pool is presented, surrounded by lounge chairs. Beyond the pool, the white sandy beach stretches out, dotted with blue umbrellas. The calm waters of the Gulf of Mexico can be seen in the background under a bright sky.

Condo in Madeira Beach

Beach Front Gulf View at John’s Pass Medeira Beach

Home in Indian Rocks Beach

A spacious living area is highlighted by large arched windows, allowing ample natural light. A coffee table with a wood finish is centrally placed on a patterned rug. Two comfortable sofas are adorned with decorative pillows, and a dining area is visible in the background.

4.88 out of 5 average rating, 153 reviews

Luxury 3 Bedroom Beach Home with Game Room!

Condo in Clearwater Beach

A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.

4.94 out of 5 average rating, 155 reviews

Beachfront Condo with Centerline Sunsets

Townhouse in Indian Rocks Beach

The two-story condo building features a light-colored exterior, spacious balconies, and palm trees lining the entrance. The proximity to the sandy beach and vibrant blue Gulf water is visible in the background, showcasing a serene coastal atmosphere.

4.97 out of 5 average rating, 148 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

4.98 out of 5 average rating, 150 reviews

An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.

Condo in Treasure Island

Beach, dolphin/manatee sightings, fishing, sunsets

Other great vacation rentals in Clearwater

Home in Indian Rocks Beach

4.98 out of 5 average rating, 56 reviews

BeachCottage in residential area,13 min walk 2sand

4.92 out of 5 average rating, 26 reviews

A cozy bedroom features a spacious bed adorned with soft pillows and a light blanket. Natural light enters through the partially covered window, while two modern light fixtures flank the headboard. A decorative plant sits atop a small side table, complementing the neutral decor.

Apartment in Clearwater

Fantastic Condo at Avalon - Fully Renovated!

4.86 out of 5 average rating, 7 reviews

Balay Clearwater: Heated Pool, Grill, 15 min Beach

5 out of 5 average rating, 4 reviews

Apartment in Clearwater

The Hannah Cabana - 1st floor w/king suite

4.75 out of 5 average rating, 4 reviews

Home in Clearwater Beach

Clearwater Calling in North Clearwater Beach

A well-lit bedroom features a spacious white bed with crisp linens and a decorative bedside lamp on a nightstand. A ceiling fan adds to the comfort, while windows with shutters allow natural light. The open doorway leads to a hallway, hinting at additional living spaces.

4.77 out of 5 average rating, 57 reviews

Spacious 3BR, Central Location MD.BNB-Indigo(6G)

A modern kitchen space is presented with open shelving displaying an assortment of ceramic mugs and containers. A decorative sign with the letter 'B' in a checkered pattern is featured in the foreground on a marble countertop, complemented by a small potted plant.

4.93 out of 5 average rating, 97 reviews

Vintage Style House minutes from the beach